({[({[(2S,5R)-5-(6-amino-9H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid

• ChemBase ID: 1945
• Molecular Formular: C10H16N5O11P3
• Molecular Mass: 475.182223
• Monoisotopic Mass: 475.00591625
• SMILES: Nc1ncnc2c1ncn2[C@H]1CC[C@@H](CO[P@](=O)(O)O[P@@](=O)(O)OP(=O)(O)O)O1
• Canonical SMILES: Nc1ncnc2c1ncn2[C@H]1CC[C@H](O1)CO[P@@](=O)(O[P@](=O)(OP(=O)(O)O)O)O
• InChI: InChI=1S/C10H16N5O11P3/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(24-7)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h4-7H,1-3H2,(H,19,20)(H,21,22)(H2,11,12,13)(H2,16,17,18)/t6-,7+/m0/s1
• InChIKey: OAKPWEUQDVLTCN-NKWVEPMBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ({[({[(2S,5R)-5-(6-amino-9H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
• IUPAC Traditional name: ({[(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid
• Synonyms: 2',3'-Dideoxyadenosine-5'-Triphosphate

Database IDs

• PubChem SID: 46506011; 160965400
• PubChem CID: 65304

CALCULATED PROPERTIES

JChem

• Acid pKa: 0.8696827
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): -8.196176
• LogD (pH = 7.4): -8.870191
• Log P: -4.611644
• Molar Refractivity: 93.5097 cm^3
• Polarizability: 37.175625 Å^3
• Polar Surface Area: 238.67 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.44
• LOG S: -2.19
• Solubility (Water): 3.05e+00 g/l

DETAILS

DrugBank - DB02189

Drug information: experimental